Caleb was born in Lakeland, Florida, and raised in Frostproof, Florida. After graduating high school in 2001, Caleb spent the next four years in Gainesville, Florida, and obtained his Bachelor of Arts degree in Business, with honors, in 2005 from the University of Florida, and obtained his Juris Doctor degree from Barry University College of Law in May of 2009. After taking the July 2009 Florida Bar Exam, Caleb was admitted to the Florida Bar in 2009, and is a member of the Real Property, Probate and Trust Law and the Tax Law sections as well as the Young Lawyers Division of the Florida Bar, and is a member of the Estate Planning Council of Polk County. His practice includes estate planning, probate and trust administration. He also enjoys golf, tennis, hunting, fishing, and travelling, as well as following the University of Florida football program.